Except during Covid, the air pollution from burning from around mid-February for several months has been a problem for people in the North. The smoke is not only local, but also coming from Burma and Laos. If you are planning on cycling for exercise, it might be better to use that interval for visits elsewhere. Ironically, I live in the center and find the pollution nowhere near as bad as pollution showing on the map for areas where well-to-do foreigners live, such as Mae Rim, north of Chiang Mai. Before Covid, that was spikes up to 230 where I live vs 500 in Mae Rim. Normally, such as now, in our open kitchen the reading is 4.
In the city, you could stay in the Nimman area where there are many better restaurants, upscale shopping, and a lot of nighttime activity. Inside the moat, not far from Wat Phra Singh is the Rachamankha Hotel, which has good traditional food plus excellent design a cut above the rest. https://www.rachamankha.com/?page=about_rachamankha_architecture . I am not assuming that you are looking for a cheap place to retire as others on this forum seem to think.
Thai food in Boston is absolutely dreadful, though my Thai-American doc at Brigham recommended their temple if I wanted to eat Thai.